28188-41-2

Usage

Uses

Used in Chemical Synthesis:
3-Cyanobenzyl bromide is used as a synthetic intermediate for the production of 3-(bromomethyl)benzaldehyde. This application is due to its ability to undergo Suzuki cross-coupling reaction, which is a widely used method in organic chemistry for the formation of carbon-carbon bonds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-Cyanobenzyl bromide is used as a building block for the synthesis of various pharmaceutical compounds. Its unique chemical structure allows it to be a versatile component in the development of new drugs.
Used in Material Science:
3-Cyanobenzyl bromide is also utilized in material science for the development of new materials with specific properties. Its ability to undergo cross-coupling reactions makes it a valuable component in the creation of advanced materials with tailored characteristics.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C8H6BrN/c9-5-7-2-1-3-8(4-7)6-10/h1-4H,5H2

Upstream product

• 64407-07-4 3-(chloromethyl)benzonitrile 
• 620-22-4 3-Methylbenzonitrile 
• 874-97-5 3-(hydroxymethyl)benzonitrile 
• 10406-24-3 3-(aminomethyl)benzonitrile 
• 7726-95-6 bromine 

Downstream Products

• 84227-69-0 m-(diethylaminomethyl)benzylamine 
• 1016701-33-9 m-(diethylaminomethyl)benzonitrile 
• 861519-73-5 3-(ethoxymethyl)benzonitrile 
• 57928-72-0 3-phenoxymethyl-benzonitrile 
• 24964-64-5 3-Cyanobenzaldehyde 
• 66867-99-0 3-(2,4-dioxo-4H-benzo[e][1,3]thiazin-3-ylmethyl)-benzonitrile 
• 66867-89-8 3-(2,4-dioxo-4H-benzo[e][1,3]oxazin-3-ylmethyl)-benzonitrile 
• 115174-10-2 m-Heptamethyleniminomethylbenzonitrile 
• 143426-59-9 3-(imidazol-1-ylmethyl)benzonitrile 
• 92083-72-2 α-(5-methoxy-1-indolinyl)-m-tolunitrile 
• 81762-42-7 5-(3-Cyanobenzyl)-hexahydropyrimidin-2,4,6-trion 
• 77180-24-6 3-Prop-2-ynyloxymethyl-benzonitrile 
• 15567-09-6 N-butylammonium bromide 
• 90390-00-4 3-Butylaminomethyl-benzonitrile 

Relevant academic research and scientific papers

Structure of a Carboxylate-bridged Tetra-azamacrocyclic Complex of Cobalt(III)

A new macrocyclic ligand having a carefully selected pendant group has been synthesized and its cobalt(III) complex has been prepared and characterized by X-ray crystallography. 1,4,7,10-Tetra-azacyclododecane-N-m-toluic acid was prepared via the corresponding nitrile, from m-cyanobenzylbromide and the tetra-azamacrocycle, followed by formation of the cobalt(III) complex and then hydrolysis of the cyano group in the complex.The structure reveals a novel dinuclear structure in which the dangling carboxyl groups link the two metal ions.This is consistent with the molecular design since the pendant group was selected to prevent chelation of the carboxyl group to the same metal ion as the parent macrocyle.Crystal data: 2>4*6H2O: orthorhombic, space group Pbcn, a=25.346(7), b=15.722(2), c=25.720(4) Angstroem, Z=8 (dimers), and R=0.064 for 2806 unique observed >/= 3.0> reflections.The crystal contains two independent but essentially identical dimers with two fold symmetry, containing octahedral cobalt(III), cis-co-ordinated to four nitrogen atoms of the macrocyle, to a carboxylate oxygen, and to a water molecule.

INHIBITORS OF α-AMINO-β-CARBOXYMUCONIC ACID SEMIALDEHYDE DECARBOXYLASE

The present disclosure discloses compounds capable of modulating the activity of α-amino-β-carboxymuconic acid semialdehyde decarboxylase (ACMSD), which are useful for the prevention and/or the treatment of diseases and disorders associated with defects in NAD+ biosynthesis, e.g., metabolic disorders, neurodegenerative diseases, chronic inflammatory diseases, kidney diseases, and diseases associated with ageing. The present application also discloses pharmaceutical compositions comprising said compounds and the use of such compounds as a medicament.

Direct oxidative conversion of methylarenes into aromatic nitriles

A variety of methylarenes were successfully converted into the corresponding aromatic nitriles in good to moderate yields by the treatment with NBS or DBDMH in the presence of a catalytic amount of AIBN or BPO, followed by the reaction with molecular iodine in aq NH3 in a one-pot procedure. The present reaction is a useful and practical transition-metal-free method for the preparation of aromatic nitriles from methylarenes.

NCO-chelated organoantimony(III) and organobismuth(III) dichlorides: Syntheses and structures

The novel NCO chelating ligand L, 1-CH2N(CH3) 2-3-CH2OCH3-C6H4, was prepared in four steps from commercially available m-tolunitrile in a good yield. Successful lithiation of this ligand was achieved by the reaction with n-BuLi in hexane. Using of this in situ prepared organolithium compound LLi in the reactions with MCl3 (M = Sb, Bi) in 1:1 molar ratio led to isolation of the desired mono-organocompounds MLCl2 (M = Sb (1), Bi (2)). Their structures were studied both in solution (NMR) and in the solid state (X-ray diffraction), and were compared with those of the NCN- and OCO-chelating analogues.

A simple and efficient iodination of alcohols on polymer-supported triphenylphosphine

A simple, mild, and high-yielding procedure for the iodination of allylic, benzylic, and other primary alcohols using a combination of iodine and imidazole on polymer-supported triphenyl phosphine is described.

BIPHENYL DERIVATIVES

Novel compounds of the formula I in which X, R 1, R 2, R 3, R 4 and R 5 have the meaning indicated in Patent Claim 1, are inhibitors of the coagulation factor Xa and can be employed for the prophylaxis and/or therapy of thromboembolic disorders.

Process for producing cyanobenzyl compounds

An industrially advantageous process for producing cyanobenzyl compounds under mild conditions from relatively easily available cyanobenzylamine having a cyano group on the benzene ring or a compound thereof which is ring-substituted with a chlorine atom, a fluorine atom, etc. The process for producing a cyanobenzyl compound includes transforming an aminomethyl group of a cyanobenzylamine compound into a hydroxymethyl group, a halogenomethyl group, or an acyloxymethyl group without causing damage to a cyano group on the benzene ring. The transformation may be carried out by use of nitrosonium ions.

Synthesis and electronic spectra of substituted oligo(phenylenevinylene)s

A series of substituted oligo(p-phenylenevinylene)s (OPVs) with five benzene rings was prepared via PO-activated olefinations and Knoevenagel condensations. The central ring is substituted with two octyloxy groups to ensure good solubility of the OPVs and the lateral styrene units carry further substituents, with either electron-accepting or donating character and also combinations thereof. The spectral features of these OPVs are dominated by the basic chromophore; further auxochrome groups on the lateral rings (meta and para positions) shift the absorption and emission spectra only slightly to longer wavelengths. Significant bathochromic shifts (absorption ca 20 nm, emission ca 40 nm) are observed for OPVs with cyano groups on the terminal vinylene segments. The absorption spectra are independent from the concentration and solvatochromism is very small. The OPVs are photochemically stable to near-UV irradiation (366 nm) in neutral solution, whereas mid-UV irradiation (254 nm) causes decomposition of the chromophore. The presence of traces of acids or amines leads to different photochemical pathways. Copyright

Binding activity of substituted benzyl derivatives of chloronicotinyl insecticides to housefly-head membranes, and its relationship to insecticidal activity against the housefly Musca domestica

Variously substituted benzyl derivatives of chloronlcotinyl insecticides were synthesized with a wide range of substituents including halogens, NO2, CN, CF3 and small alkyl and alkoxy groups at the ortho, meta and para positions, as well as multiple-substituted benzyl analogues. Their binding activity to the α-bungarotoxin binding site in housefly (Musca domestica) head membrane preparations was measured. Among the compounds tested, the activity of the meta-CN derivative was the highest, being 20-100 times higher than those of imidacloprid, acetamiprid and nitenpyram. The synergized insecticidal activity against houseflies was also measured for selected compounds with the metabolic inhibitor, NIA16388 (propargyl propyl phenylphosphonate). For the nitromethylene analogues, including both benzyl and pyridylmethyl analogues, higher binding activity usually resulted in higher insecticidal activity. (C) 2000 Society of Chemical Industry.

Selective electrolytic fluorinations in 70% HF/30% pyridine

The selective fluorination of compounds containing benzylic hydrogen atoms was accomplished by electrolysis in a mixture of 70% HF and 30% pyridine (Olah's reagent) using a square wave alternating current (1.76-2.75 V, 0.02-0.05 Hz) and Pt electrodes. This method can be used in the laboratory to prepare conveniently gram-size quantities of monofluorinated products. An ion radical mechanism has been proposed.